Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
APRIL BLOWOUT ONLY 229/nt Oceanview TWO bedroom-TWO baths. Read our reviews.
UNIT # 1-404 is located in a PRIME LOCATION IN BUILDING 1 just across the street from the world known Kamaole Beach III Beach Park. Beautiful swimming beach with wide pockets of gold sand , breathtaking sunsets, picnic tables, a large grass area and a nice playground....
Lovely Appointed Studio With Ocean & Mountain Views - Location, Best In Kihei
****LAST MINUTE 15% DISCOUNT - for bookings that are less than 45 days out.****The Maui Banyan is NOT impacted by the potential legislation regarding short term rentals on Maui.*****See our additional one and two bedroom options below.Our lovely appointed and fully...
Maui Resort Rentals: Honua Kai Hokulani 533 – Upgraded 5th Floor Oceanview Studio
Peace and tranquility await your arrival at Hokulani 533, a spacious and luxurious oceanview studio that provides impressive vistas of the Pacific Ocean and solitude from the prevailing trade winds. This Honua Kai gem features recently upgraded flooring, new enhanced...
Stunning Maui Condo with Ocean Views – Your Tropical Paradise Awaits!
Beautiful ocean-view condo E309 (E Building). Non-Smoking. Our sun deck outlooks to the beautifully manicured Papkea gardens. Koi fish ponds, pools and a perfect view of the ocean. This condo comes with everything you need including a fully equipped kitchen, a...
Direct Beachfront with Spectacular Oceanviews!
Hosted by VacaMauiWe chose Milowai in Maalaea due to it's fantastic convenient and direct oceanfront location. It is only 20 minutes to almost anywhere on the Island and we love to see and do it all.The unit is on the ground floor directly on the ocean and is literally...
Maui Resort Rentals: Honua Kai Konea 304 – Expansive 2BR w/ Partial Ocean & Mountain Views!
Konea 304 is an expansive two-bedroom suite that offers guests the best of both worlds. Enjoy beautiful partial ocean views, as well as stunning views of the West Maui Mountains right from the comfort of your spacious lanai (balcony).As the very first two-bedroom back...
Beautiful Ocean view Hawaiiana style 1 bedroom condonn
Welcome to Royal Kahana 714. This spacious (777 square feet with a 150-square-foot lanai) 7th floor 1 bedroom, 1 bathroom condo offers ocean and pool views. This unit is tastefully appointed with classic Hawaiiana decor. The bedroom features a king size bed & the living...
Beautiful Oceanfront Kona Bali Kai 3rd Floor Condo
Imagine yourself with a cool tropical drink in hand, relaxing on your private lanai just 30 feet from the ocean . . . the warm ocean breeze blowing through your hair, and the calming sound of the waves washing ashore . . . this doesn't have to be a dream! It is the...
Napili Shores H-167 - Steps to Napili Bay - Complimentary Activities Every Day!
Napili Shores Resort H-167 - 1BD/1BA Perfect for family vacations, the lanai of this air-conditioned ground floor one bedroom / one bath Napili Shores condominium extends into the grass and landscape of Napili Shores Resort. You will be only a few steps to the white...
Pili Mai Family Condo 5K, 3 Bedroom, 3 Bath, Mountain View, Large Lanai
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. The perfect place to get away for family and friends. This spacious condo provides the backdrop for creating amazing memories you will be talking about for...
Custom Home Walking Distance to the Grand Hyatt and Shipwreck Beach
Privacy and seclusion are the highlights of the Rusty Sunrise vacation rental, a palatial three bedroom and four and a half bath luxury home in the Poipu Kai Resort community. This home is a short walk to the Grand Hyatt and its first-class restaurants and shops. It is...
Halii Kai 12B: 2 BR, 2 BA Condominium in Waikoloa, Sleeps 6
The Halii Kai 12B villa located in the Waikoloa Beach Resort is nothing short of spectacular. It has a stunning ocean view across the signature hole of the Waikoloa Beach Golf Course. The lanai is the perfect place to watch the sunset after a full day of activities. It...
Spectacular OCEANFRONT Only 10 Steps From Beach
** PLEASE NOTE THE FOLLOWING DATES: -Sugar Beach Resort BBQ area will be closed starting July 1st, for 3-4 weeks-Due to power washing and painting project, your Lanai will not be available JULY 31st-AUG 6th from 8a-4p Mon-Fri -Sugar Beach Resort pool will be closed from...
Newly updated ocean view retreat on Poipu Beach; A/C, pool, gym restaurants.
A Perfect Day in Paradise...Greet the morning with freshly brewed coffee on your spacious lanai with expansive garden and ocean views from this top floor unit. Making breakfast is easy in your bright, beautiful open kitchen with stainless steel appliances. Then pack up...
Garden view condo just steps to white sand beach
Hono Kai C10 is a 1-bedroom, 1-bathroom, 3rd-floor condo that offers tropical views from your private lanai, high-vaulted ceilings, and ceiling fans in the living room and bedroom. This property does not have elevators. Unit C10 can accommodate up to 4 guests. The...
Gorgeous, Ocean Front, Walking Distance to 3 Beaches! Kapalua Bay Villa #29B3
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Kapalua Bay Villa 29B3 offers a rare opportunity to enjoy refined oceanfront living in one of Maui's most exclusive resort communities. This impeccably maintained 1-bedroom, 1.5 bath villa is...
Newly Renovated, Spacious, Emmalani Court #214 with A/C
Emmalani Court is a resort condo property situated on the Makai "Oceans" golf course. This spacious, 1100 sq ft,. two bedroom condo is an excellent home base for your Kauai adventures. Whether you are into relaxing by the pool with a book or venturing out on a hike or...
Stylish 1BR Apartment with AC, Full Kitchen & W/D - Just Steps to the Beach
Welcome to our newly renovated 1-bedroom apartment in Kailua, Oahu. This rental offers everything you need for a comfortable stay, providing a family-friendly atmosphere that will make you feel right at home.Whether you prefer to barbecue on the covered lanai or take a...
Lae Nani 113. Swimmable Beachfront! Ground Floor with A/C, renovated, accessible and convenient.
This newly renovated, ground floor condo is next to the pool. Only steps to bar-b-ques, beach and pool. Great sunset views. Watch your family from your lanai while they swim and play in the heated pool. This beautiful condo has two FULL baths, unusual at Lae Nani. Enjoy...
Impeccable 2-Bedroom Villa near Hanalei Bay's Pristine Sands
This elegant stand-alone villa nestled in the treetops features walking paths to several beaches, including the famous Hanalei Bay. It looks out to the emerald mountains and the Makai Golf Course. It’s tranquil and private yet close to it all, including the Bali Hai...
Princeville Condo with AC, Pool, Garage, Beach Gear 27B
Set amidst lush, garden landscape and just steps from the resort's tropical pool and poolside lounging area, this beautiful Princeville vacation home can be your base for all the activities Kauai has to offer, or you can spend your days relaxing, meditating or heading...
Konea 501 at Honua Kai Resort~ BBQ on Private Lanai With Frontline Ocean Views
Welcome to Konea 501, where large and luxurious interiors await you alongside breathtaking frontline ocean views! As the top unit of only five 2-bedroom suites at the Honua Kai with direct ocean views and private outdoor kitchens, Konea 501 boasts a premier vantage...
Maui Resort Rentals: Honua Kai Hokulani 618 - 6th Floor 1BR w/ Partial Ocean & Mountain Views
Hokulani 618 is a spacious and luxurious one bedroom suite that offers views of the tranquil blue Pacific Ocean as well as views of the lush West Maui Mountains from its large lanai. Enjoy the views because this is one of the few one-bedroom suites at Honua Kai with...
Maui Resort Rentals: Honua Kai Konea 350, 3BR w/ Direct Oceanfront Views + B.B.Q. on Balcony!
Upon first entrance to Konea 350, you will realize that you have selected a truly exceptional 3 bedroom oceanfront residence. Peace and tranquility greet you, along with vistas of the Pacific, in the the closest 3 bedroom stack to the ocean in the Konea Tower. In...
Ocean and Lava View from 400 sq ft Off Grid House- Amazing sunrises & Sunsets
We call it the Octopus house - and sometimes Pulpo or Tako for short. This is a tiny off grid house! Quaint and comfortable with power, hot and cold running water and a full bathroom, that s 1500 feet from the ocean cliffs, a short walk and great place to fish from or...
Ground floor condo with WiFi, lanai, shared pool, pool spa, hot tub, tennis
Shores at Waikoloa 108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Live your best life at this stunning ground-floor condo in the heart of the action here at Shores at Waikoloa!...
Ocean Views & Modern Aloha Luxury in Heart of Wailea
Welcome to our Ohana. The Hawaiian word "Ohana" means family and embodies the spiritual quality of kindness and love for all of the human family. Our Ohana offers a modern gourmet kitchen, and a living area that is welcoming, bright and airy. Feel the ocean breeze on...
Luxurious 3-Bedroom Single Story cottage
Welcome to KaMilo, the upscale private community of luxury homes in the exclusive Mauna Lani resort community on the Big Island of Hawaii. This luxurious single story Cottage home boasts an open floor plan with an expansive great room, vaulted ceilings and lanai doors...
Charming Historic Sugar Era Family Home Close to Volcanoes National Park!
E komo mai! LA CAPANNA welcomes you to historic Volcano Village and Volcanoes National Park, designated an International Biosphere Reserve and World Heritage Site. The Giacometti family has a great history of hosting family, friends, and visitors through a variety of...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Ocean view | 2-Bedroom Condo with Short Walk to Beach! KBV-14G4
Luxury 2-bedroom, 3-bath Kapalua Bay Villa with expansive ocean views, upscale interiors, three lanais, snorkeling, beaches, and coastal trail access.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December...
Beach/Ocean Front & Corner Unit Luxury -Bliss -Turtle Watching!
Spoil Yourself in this one of a kind ocean/sandy beach front Corner Unit with a wraparound balcony hanging over the ocean at the front and what seems like a 'private' sandy swimming beach at the side. (An end corner Unit) This is NOT a High-Rise Complex! (no one above...
Waipouli Beach Resort Condo Perfect for Families or Quiet Getaway!
Waipouil Beach Resort Condo With Sleeping Giant Mountain View Perfect for Families or Quiet GetawayNew listing at Waipouli Beach Resort and Spa, Kauai - Trip Advisor Certificate of Excellence 8+ years!Experience your Dream Vacation in this luxury 2 master bedroom, 3...
Tropical living - Huge sunset ocean views minutes from the ocean
A lovely 3 bedroom home, with uninterrupted views of the coastline and volcanoes. Sunset ocean and Maui views from the lanai. Located on a three acre lot near the end of peaceful private cul-de-sac 5 to 10 minutes from the best swimming beaches of the Kohala coast....
Maui Resort Rentals: Honua Kai Hokulani 730 - Extra Large 1BR w/ 7th Floor Mountain Vistas!
Hokulani 730 is a luxurious one-bedroom mountain view suite that enjoys expansive vistas of the West Maui Mountains. The suite is ideally suited for small families and couples who will relish the coziness of the living space. To fully enjoy the warm Hawaiian breeze,...
Designer Villa Luxurious 3BR/3.5BA, Private Elevator, Resort Pool, Beach Access!
This property is hotel zoned, and not being affected by the recent proposed legislation.The Best Villa Experience at Ho'olei in Maui awaits you at this 3 bedroom, 3.5 bathroom villa at Ho'olei. This home is the best located Villa at Ho'olei and one of the closest homes...
K L V R Welcomes you to Konea 612, 2 bedrooms,Rainbow & resort views
Aloha and welcome to Maui!We have a collection of beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos and Villas.The Honua Kai (HK) resort is located at the northern end of golden Ka'anapali Beach, considered one of the...
Updated 2 Bedroom/2 Bath/2 Lanai Condo, Split AC System - Here 2 Day Gone 2 Maui
Come experience PARADISE in this beautiful, NON-SMOKING, peek-a-boo ocean view, end unit on the third floor (with elevator) that offers extra privacy. This clean and spacious, 1089 square foot, remodeled/updated two bedroom, two bath, two lanai unit is located directly...
Beach House with bay view 1B/1BA Local-style Romantic bungalow on Hanalei Bay
Our Beach Home here next to Hanalei Bay can be yours! Walk out your front door and across the grass to the sand and sea.Hanalei Moon Beach Cottage is named after the famous Hawaiian song "Hanalei Moon," which extols the extreme beauty and romance of the Hanalei Valley...
Alihi Lani #1 Air Conditioned and Ocean Front Luxury Living at it's Finest.
You will love the expansive and breath taking Ocean View, and the luxurious air conditioned home. Alihi Lani is a private boutique condo community. The home is ground floor, and a corner unit. This spacious condo with two master suites and endless ocean views will...
#162 Ground Floor Peak Ocean View New Stearns & Foster CA King Bed
This is one of the best locations at Hale Kamaole, ground floor walk out to the pools, tennis court, bbq's and of course the Beach!! You will be right at the beach, there is super boogie boarding, great sunsets, & lots of beach walking! Hale Kamaole is a beautifully...
Fairway Villas Waikoloa O21 - Tropical Villa, Close to Beach and Shops!!
Designer furnishings, tropical artwork, luxurious linens and toiletries! Outstanding accommodations await you. Conveniently located parking to condo and elevator. Well-appointed, spacious master bedroom features a comfy Cal-king size bed, with en-suite. Deep soaker bath...
🏖️Ocean View Corner Unit | AC | vrKCV
vrKCV - Kona Riviera Villas 206, Professionally Managed by Kona Coast VacationsOceanfront Condo with Breathtaking Sunset ViewsWelcome to your perfect oceanfront getaway! This top-floor, corner unit offers unparalleled privacy and sweeping views of the ocean, all while...
Ground floor, ocean view, remodeled Hale Kamaole
Remodeled, ocean view, ground floor 1 bedroom, 1 bathroom condo at Hale Kamaole. The location is perfect here just steps away from the pool or cross the street and end up at Kamaole III beach park, a local and tourist favorite for sunsets, picnics, swimming, and...
Darling, Private Cottage Near Hawaii Volcanoes Nat'l Park
Volcano Kahaualea Cottage, a perfect place to explore the East Side of the Big Island, from the village of Volcano, Hawaii. Retreat from the world in privacy on 3 acres of lush forest. The cottage, constructed in 1982 and completely renovated in 2018 was artfully built...
Gorgeous Oceanfront Year-Round Sunset Views from Lanai and Master Bedroom!
This spectacular third floor direct oceanfront unit features breathtaking views of the islands of Lanai and Molokai from your lanai, living room, kitchen and master bedroom. Our two-bedroom condo, in the highly desirable Papakea 'L' Building, is just steps from the...
KB503-1 Bedroom/1bath Charming Oceanfront Condo on Beautiful Sugar Beach
Comfortable, remodeled and charming home away from home. Beachfront property on Sugar Beach. Enjoy the huge ocean views and Maui's colorful sunsets from your spacious private lanai. This condo has a large living room with great views of the Pacific Ocean and the islands...
14FL 3 Bedroom 2 Bath + Free Parking + Partial Ocean View, 2 min from the beach
Legal vacation rental at a fabulous location by [SUPER HOST]! This renovated 930 sq ft, 3 bedroom 2 bath with 2 balcony home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dinning, and...
The Perfect Getaway
This perfectly located condo is in the heart of Kahana, is just a short walk to a sandy beach and 5 min drive to Napili Beach. Many of the favorite shops and restaurants are located within 5 minuets of our new remodeled condo. From the spacious living room to the lanai,...
Perfectly located between the beaches & Kona town, just 10 min from airport. nn
Prefect location for your home away from home. Equal driving distance to the prime beaches and shopping / dining. Quick straight shot to the KOA airport for ease of travel. Family friendly with ample room and large well appointed kitchen. sleeps 8 1 king bedroom, one...
Beachfront Location with GREAT View! Washer/Dryer, Washlet, A/C, Wi-Fi!
Waikiki Shore #1412 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the sand of world famous Waikiki Beach! This premier beachfront condo is a FAVORITE with repeat guests! With 706 sqft plus the large 124-sqft...