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.
Welcome to Ho'onani Pua Hale
Ho'onani Pua Hale offers accommodations in Waipahu, 9.4 miles from USS Bowfin Submarine Museum & Park and 10 miles from USS Arizona Memorial. This vacation home provides accommodations with a patio and free Wifi. Outdoor dining is also possible at the vacation home.This...
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. Our community's proximity to the Volcanoes National Park is an ideal place for those wishing to explore...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Ocean view | 2-Bedroom Condo with Short Walk to Beach! KBV-14G4
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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!
Waipouli Beach Resort Condo | Sleeping Giant Views | Family-FriendlyLuxury 2BR/3BA condo at Waipouli Beach Resort & Spa with stunning views of Kauai’s iconic Sleeping Giant Mountain. Perfect for families, couples, or a peaceful island getaway. Walk to pools, beach, spa,...
BEAUTIFUL GARDEN & GOLF COURSE VIEW 2 BEDROOM CONDO
You've never seen such a relaxing and comfortable vacation rental as this Keauhou Surf & Racquet condo. Located with a golf course view on 16 ocean front acres, you'll never want to go home! Ground floor, no stairs with nearby reserved parking. Surf and Racquet is a...
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: 2 BR Condo in Poipu with Ocean Views
Summary:This spacious and comfortable air conditioned condo has a great view. Delight in whale watching during the winter months. Enjoy dining, and sunsets from your lanaiThe Space:Discover paradise in this air-conditioned condo with expansive ocean views, situated in...
#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
Welcome to Hale Kamaole 7-169. Remodeled, ocean view, ground floor 1 bedroom, 1 bathroom condo. The location is perfect here just steps away from the pool or cross the street & end up at Kamaole III beach park, a local & tourist favorite for sunsets, picnics, swimming,...
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...
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...
Maui Resort Rentals: Luana Garden Villas 18B – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Nestled within the exclusive Enclave Three of the Luana Garden Villas, this luxurious 3BR/3BA villa perfectly blends high-end modern design with comfort and convenience. Enjoy effortless ground-floor living with easy access to surrounding resort amenities, plus the...
Beautifully renovated studio, shared pool and bbq, walk to beach
Prince Kuhio # 234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your luxurious island retreat in the heart of Poipu, Kauai! This beautifully renovated studio condo...
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.
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...
April 2025 ONLY 109/nt ! Reserve SOON! EXCELLENT REVIEWS! Close to the beach
Welcome to Unit #104! This remodeled condo offers the perfect blend of comfort and convenience. It features a brand-new Italian Queen sofa sleeper and new King mattress in the master with luxury linens/pillows Both the living room and bedroom have window A/C units to...
Beautiful Oceanfront Corner Unit
#240 is one of the top 1 bedroom, end unit, rental condominiums at Sugar Beach Resort, which is one of the top resort designations on Maui. Consider staying with us for the following reasons:1) Oceanfront property - Spectacular views down the southern beach coast, all...
Oceanfront Gem, Top Floor Views & Gorgeous Sunsets, KING Bed, FULL AC, DUAL Bath Sink, FAST WiFi
Hawaii Tax ID: TA-026-430-5152-01TMK: 390080030057The ocean at your doorstep.Every comfort at your fingertips.This is life as it should be… waking up to the sound of the ocean waves and topping off your day with a picture-perfect sunset on your private...
Resort-like, Beach-side Kailua Lanikai, Pool, AC, WiFi, Kayaks, 50% DISCOUNTS
We offer a solar-heated Pool, AC , WIFI, Kayaks, and up to 50% Discounts. This property is a 2 1/2 to 3 min walk from the sandy beach of Lanikai (the property marker shows the property location incorrectly).Walk through the entry gate, and find yourself in the middle of...
Beautiful Ocean Front Condo - unit A-314
Maui Sunset is the perfect vacation home. The large 112 square foot private lanai, overlooks the beautiful gardens, pool and ocean. It is perfect for watching whales in the morning or sunsets in the evening. Located on 6.5 acres of oceanfront property makes Maui Sunset...
Waikoloa Beach Villas G2-Luxury top of the line vacation home, Fairway Views!
Luxurious top of the line Hawaii vacation condo! Welcome to our 2 bedroom 2 bath villa located in Waikoloa Beach Villas in the Waikoloa Beach Resort.Away from it all, yet central to everything at the Waikoloa Beach Resort – located on the sunny Kohala Coast of the Big...
❤️PiH❤️ Aloha Joe's Ohana ★ Close to Beaches and Restaurants
Brought to you by Paradise in Hawaii Luxury Homes.Aloha Joe's Ohana provides a perfect setting for your Hawaii getaway and is designed for gatherings of up to 8 people and provides a relaxing, comfortable well-equipped home for your Hawaiian vacation.Fast WiFi with...
Maui Resort Rentals: Honua Kai Konea 412 - Rare 1BR + Den w/ Spacious Floor Plan, Lush West Maui Mountain Views
Konea 412 is a luxurious one-bedroom PLUS den mountain view suite offering fantastic views of the West Maui Mountains. Suite 412 affords a perfect opportunity to gather, reconnect, and celebrate. The suite can accommodate up to six guests in one king-sized bed, one...
Awesome Ocean View! Lovely! Highly Upgraded! King Bed
Start your day with koi pond views and end it whale watching from your lanai. This upgraded third-floor Papakea unit offers tropical charm and modern comforts—Bosch appliances, blackout shades, granite counters—just steps from top beaches, poke, and food trucks.Papakea...
Princeville Home with Magnificent Mountain Views!
Spacious family home with gorgeous mountain views that sleeps 8 people.This large comfortable home is located in a quiet part of the upscale community of Princeville, on the North Shore of Kaua'i.Within walking distance to beautiful Pu'o Poa beach on the world famous...
Includes Hilton Waikoloa Pool Pass thru June 2025. Waikoloa Beach Villas B23
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas B23Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedLoft Area: 1 Sofa Sleeper and 2 Bunk BedsThis vacation rental has a...
Newly Renovated Condo steps away from Kamaole II Beach
Our beautifully renovated condo has a fully equipped kitchen, new Stearns & Foster queen size bed, a queen sofa couch, smart TV, wireless internet, new bathroom with step in shower and a soothing plank floor. Beach towels and beach chairs are also provided. We are steps...
Adventure awaits, relaxing begins! Tropical dreams come true in my Fairway Villa
My Fairway villa is a luxury dream vacation come true. Surrounded by world-class golf courses it is a golfers delight. Beautiful beaches are a short walk or drive away. Beach chairs and towels are all waiting for you. All you need to bring is your bathing suit. If you...
Napili Shores G-155 - Summer Specials - Free Activities
Napili Shores Resort is located on the south end of the gorgeous sandy beach of Napili Bay. A one-of-a-kind unit, this ground floor, non-smoking, ocean view G building studio is the ideal location for a peaceful Maui vacation. You will enjoy the sounds of the surf in...
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Completely refurbished Building 9 1 bedroom, 1.5 bathroom condo across street from ocean on the best beach in Kihei. Beautiful partial ocean and Mt Haleakala views from the lanai. Pool and BBQ areas are a short walk away, Condo is loaded with the following...
Stunning Ocean View Studio Unit #313 has 117 reviews, score of 9.8 out of 10!
Unit #313*********WONDERFUL LOCATION, GREAT UNIT*******This remodeled Ocean View Studio is beautifully decorated. The many personal touches will make you feel at home in this unit and you will Love spending time relaxing on the lanai. You will enjoy gazing at the...
(4323) 1 Br Hanalei Bay Resort, Ocean view and Plenty of Amenities
Welcome to Hanalei Bay Resort unit 4323, a bright and beautiful top floor unit with sweeping views of Hanalei Bay and the surrounding Bali Hai Mountains. This beautiful unit has 1 bedroom and a loft space. The main bedroom boasts stunning ocean views and a King size bed...
🏖️Beautiful | Private | Fablous Ocean Views! | Private Pool |vrKCV
vrKCV - Mahi Iulani, Professionally Managed by Kona Coast Vacations Welcome to Mahi Iulani – Your Private Tropical RetreatNestled on the gentle slopes of Kona, Hawaii, Mahi Iulani is a luxurious tropical villa where tranquility and privacy meet the glow of stunning...
KBM Resorts | FREE CAR | Honua Kai Konea | 2-Bedroom Condo with Large Floorplan, Recently Updated! HKK-926
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Comfortable condo near shopping/dining, near beaches, shared hot tub & pool
Kona Bali Kai #374Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat your friends to a sunny Hawaiian getaway at this comfortable condo near the heart of Kona! It's been...
KKSR#2303 OCEANFRONT, TOP FLOOR, OCEAN VIEWS, SLEEPS 8, 3 BED/2 BATH WITH AC!
Welcome to Ocean Breeze! Knutson & Associates Property Management is thrilled to offer Unit 2-303, a magnificent, updated top floor oceanfront unit centrally located in the Keauhou Kona Surf and Racquet Club. This luxurious 3-bedroom condo features vaulted ceilings and...
Gorgeous Ocean Views, Full Kitchen, Steps to Beach!
Waikiki Shore #1205 – 2161 Kalia Rd.Enjoy endless ocean and sunset views from your own private lanai! Come and stay in this high floor air-conditioned, ocean-view studio (347-sqft interior plus 61-sqft lanai) at Waikiki Shore, the only beach front condominium building...
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai
Situated on an 8.5 acre exotic fruit farm along the Hamakua Coast, Royal Palm Cottage will provide you real feeling of Hawaii country living. A view of Mauna Kea greets you as you drive up Chin Chuck Road, known for the well manicured, 10 acre farm lots. As you enter...
Now book Maui's Best Beach, Golfing & views in calm Kaanapali waters with A/C
El Dorado Resort K-113 is a fantastic renovated vacation destination. Come and enjoy the warm ocean & beach in Kaanapali, named one of the World's Best Beaches, and what Maui has to offer. Best uncrowded clean golden sandy beaches, snorkeling with the marine life in our...
Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Lower Floor VIlla
Exquisite Two-Bedroom Residence With Oceanfront Views at Kaʻanapali's Newest, Most Exclusive Resort!Proudly perched upon Ka'anapali, one of the world's most beautiful beaches, is the Hyatt Residence Club Ka'anapali. Within the lush borders of this sprawling tropical...