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.
Beachfront ,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!
still dates available in November 2024!!!!Unit 114 is beachfront Kihei -w perfect sunsets and wonderful fresh mornings - Remodeled and upgraded w/ granite countertops, new cabinets, crown molding- our unit is new ! Stainless appliances- Plan to enjoy direct, sandy...
Ko’Olina Kai 1041Fn30 day minimum rental in beautiful 2 BR ground floor villa.
This professionally decorated first floor end unit is located in a gated community just a five minute walk to the golf club or the shops at Ko'Olina Station. Each bedroom features a King Bed with lots of pillows, and ample closet space. There are two big screen TVs...
Puu Poa - Magnificent Oceanfront Condo
*Updated Magnificent Vacation Home* Incredible Ocean Views, Sounds, & Breezes* Directly on the Ocean, Bali Hai views* Updated Kitchen, Hard Wood Floors* High-speed Internet, 60 inch and 40 inch HDTV with extensive premium cable channels plus Netflix* New Furnishings,...
Keaau Getaway w/ Patio, 3 Mi to Shipman Beach!
Spend plenty of time exploring the beautiful beaches of the Big Island when you stay at this exciting Keaau vacation rental. Located just down the road from the stunning Shipman and Haena Beaches, this 3-bedroom, 2-bath duplex guarantees plenty of opportunities for fun...
Luxury Mauna Lani Resort Villa - Beach Access!
Escape to the 'Paradise of the Pacific' with a stay at this idyllic 3-bedroom, 3-bath Mauna Lani villa! Guests will enjoy all of the comforts of home, as well as community amenities like an outdoor pool, spa, and historical fish ponds and trails on-site. This Kamuela...
Oceanview Poipu Studio Condo with Pool, Gardens, Steps from the Ocean!
We welcome you to our little piece of paradise!Our lovely, oceanview, air-conditioned condo looks out on Prince Kuhio Park and beyond to the beautiful Pacific Ocean. Our place is the perfect honeymoon destination or a romantic getaway . . . . Enjoy ocean views and...
Upgraded! Steps to Kamaole II Beach, Sunset Views, Pools & Tennis #H505
Your dream Maui vacation awaits you at this beautifully upgraded condominium located across the street from Kamaole II Beach Park. Surrounded by lush tropical landscape, Maui Banyan is just steps away from restaurants, shops, and ocean activities. The island of Maui...
Right on the water! End Unit! C206
For the most memorable vacation, come stay with us at C206 Lokelani! C206 is the closest two bedrooms unit to the beach access. This 1350 sq. ft. unit has 2 bedrooms and 2 full bathrooms with large ocean front lanais on each level. The townhouse style will accommodate...
Unique 2 Story Loft Condo at The Windsor w/Parking and Rooftop Sky Terrace
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...
Cute, Peaceful Budget-Minded Studio Condo with full kitchen and Hawaiian Decor
Located on the Princeville Resort Makai Golf Course, this peaceful, Hawaiian style 600 Sq Ft condo has a private lanai, dedicated parking and a pool on site. Between the golf course and the lanai is the Queen's Carriage tree tunnel trail where you can walk in about 5...
Prince Kuhio Poipu ~ Ocean View, quiet, comfortable, end unit-ground floor
Welcome to Kauaʻi's sunny Poʻipū. Enjoy a cozy comfortable stay in our superbly situated ground floor quiet, private end unit. This studio opens onto an east facing lanai with gentle trade winds overlooking the historical Prince Kuhio Park. Enjoy a slice of the...
A Princeville Suite for all your Needs
This comfortable island suite is only 15 minutes from magnificent Hanalei Bay and just a short stroll to Queen's Bath, Hideaways, and Aninni Beach. And a short distance to shopping and restaurants. This charming suite has a large living, dining area and one bedroom with...
Spacious 3 BR, Walk to Best Beaches & Shops in South Kihei! Sleeps 8
'The Very Best Location on Maui !' Our Kamaole Beach Royale offers three bedrooms and two baths in 1380 square feet of comfort and privacy! Walk to shopping, restaurants, and the best beaches on Maui! Watch our Virtual Tour (video tab is next to the photo4s tab) .for an...
Updated Oceanfront Condo with Stunning Views, Lanai, & Beach Access #614
*Panoramic Ocean, Sunset and Winter Whale Views*Favorite Beach Location*Updated, Clean CondoMana Kai 614 is a gorgeous, upper floor condo in a highly sought after building. Full ocean view, this home was recently updated with new kitchen and bathrooms. All convenience...
2024 Remodel! Brand New Luxury! Ocean View! Sleeps 5! $350 Remaining Spring!
EKAHI's NEWEST LUXURY REMODEL WITH INCREDIBLE OCEAN VIEW!This is a beautiful vacation condominium in the prestigious Wailea resort area regarded as the 'sunny side' of Maui!This condo has a spectacular ocean view and a beautiful and private lanai to view it from....
Kaanapali Royal Luxury Spacious Condo with Ocean View (sleeps 4-6)
First time offered as a rental unit! Walking distance to Kaanapali Beach (voted one of the best beaches in America) and Whaler's Village, a popular dining and shopping complex! The spacious, over 1700 square foot property sits on the 16th fairway of the Royal Kaanapali...
5A - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!
Hawaii Tax ID: W66713090-01 Oceanfront complex, one-bedroom, two-bath, single-level, ground-floor unit. REMODELED.Quiet location. NO TRAFFIC NOISE (you are in paradise there should be none), very close to beach and main pool pavilion (2 min walk). Beautiful Garden View...
Christmas/Xmas and New Year's Weeks 51 & 52 @ Marriot's Maui Ocean Club Hawaii
Christmas and New Year's Eve at the Marriott Maui Ocean Club doesn't need much of a detailed explanation and its pretty much equivalent to the best two weeks of the year in paradise.The listing is for a 1 Bed / 2 Bath Garden View Villa with one bedroom, living room, two...
Oceanfront Penthouse Condominium Spectacular Beachfront View
This Menehune Shores Condo is unit #620 and is an oceanfront/oceanview penthouse, which has 885 square feet with two bedrooms and two baths. The master bedroom is on the oceanside of the building and has a King-size bed. The second bedroom has a Queen bed plus a pull...
Kaanapali Royal - Modern Luxury 2 Bedroom w/ Pool and Views
***Roof Update as of August ‘25 - Please be aware that Kaanapali Royal will replacing its roof through September 2025. There will be daytime noise through this period. My building is complete and the roof is new! ***Kaanapali Royal - large modern two bedroom, two...
HAT808 Studio
Check out our website https://www.HAT808.com/book-apartment/ for discounts when booking with 2 or more cultural experiences! Quaint and cozy garage studio with living room/kitchen area and full bath located in a safe, country neighborhood next to the Pride of the North...
2 BDRM w/ 5 Beds + 2 Bath + Parking + Peekaboo Ocean View, 2 min from the beach
Legal vacation rental at a fabulous location! This renovated 1000 sq ft, 2 bedroom 2 bath with 2 balconies home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! This unit comes with 1 FREE dedicated parking stall...
Napili Shores A-201 - Get Your Spring/Summer 2025 Dates Booked Now!
Napili Shores A201 is an oceanfront studio unit within the Napili Shores Resort on the beautiful Island of Maui. The resort's A building directly faces and has an unobstructed view of beautiful Napili Bay, frequently called the Jewel of Maui. Swimming, snorkeling,...
Kona Cabana - ground-floor condo with ocean/golf views, pools & hot tub access
Country Club Villas 124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the stunning scenery from your expansive lanai, just steps from the 18th fairway of the Kona Country...
Kona Magic Sands Oceanfront Studio #307 with COOL A/C
COOL A/C!!! UNIT # 307 AT KONA MAGIC SANDS!We purchased this unit in 2017. Since then, we have made lots of upgrades to the already "good bones" of this unit! Check out our great reviews!!This unit is designed and set up for TWO ADULTS.We are sure that you will enjoy...
Hilton Pool Pass for thru June 2025 and Golf Discounts. Waikoloa Colony Villas26
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 2604Please scroll down for detailed informationPLEASE NOTE: Waikoloa Colony Villas 2604 is listed for sale. Guests may be asked to accommodate real estate showings or inspections...
Welcome to Mango Cottage
PLEASE NOTE: Listed rates are based on two guests. An additional $40/nt per guest will be added. Please enclose the total number of guest when booking (including children)... Mango Cottage is an original beach house located at the private and quiet end of Puako Beach...
Hale Ohana, Private, Oceanview home w/pool, Licensed TAT home
Set on the slopes of Koko Kai, this spacious, two-story, family-style home offers panoramic ocean views and breathtaking sunset over Diamond Head. Decorated with a touch of island decor, this villa is perfect for indoor/outdoor living. The large full kitchen, two living...
Alii Villas #230 Direct view into Kailua Bay
Fabulous 2nd story condo with an oceanfront view! Located on the desirable Kailua Bay side of Alii Villas Condominiums. Beautifully decorated and well appointed for your comfort while on the Big Island. Fully furnished with everything you need for an relaxing vacation....
Designer Renovated, One Bedroom, Free Parking, Washer/dryer, Walk To Beach
Newly renovated 1 BR/1 BA unit located 21/2 blocks from Waikiki Beach and one block from the International Market Place.Shopping, restaurants, grocery store, bus line and everything Waikiki has to offer are all within walking distance. 15th floor lanai...
Dancing Ferns in Volcano, Hawaii
Dancing Ferns in Volcano, Hawaii is a fantastic place to stay and visit Hawaii Volcanoes National Park just a few minutes drive from our house. Our main house has 3 bedrooms and 2 bathrooms, full kitchen, large dining area, large living area with SMART TV, Free WiFi,...
LL A203 Gorgeous OceanFront 2BD w AC Sunset Ocean Views
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
nWestMaui 2 bed/2 bath ground floor condonOcean front resort close to beaches
WELCOME TO THE PAPAKEA RESORT IN WEST MAUI!! West Maui 2 bed/2 bath ground floor condoOcean front resort close to beachesCondo is being updated with new bathrooms for 2026!Our condo has stainless appliances, Luxury Vinyl flooring and recently updated furnishings. For...
1 Br Ocean View Getaway at Pali Ke Kua 108
Escape to Pali Ke Kua 108 and enjoy ocean views and a relaxing environment in this ground floor condo.This bright and sunny condo has an island style, open concept living room, dining room and kitchen, all with beautiful panoramic ocean views. Relax and enjoy Bali Hai...
"Peaceful & Sweet" Studio with A/C & Private Bedroom + Local Info & Island Guide
✨ Peaceful, Private, and Perfectly Located — Your North Shore Kauai Retreat ✨Welcome to the Hala Hale — a guest-favorite described as “peaceful and sweet”, and an upgraded choice among studio-style condos in the area. Designed for comfort and privacy, this...
Stunning 180° MAUI OCEAN VIEW 2 bdrm condo Island Surf 501
***NOTE: our building is exempt from BILL 9: We are a designated short term rental property in Kihei, that will not be subject to ANY rental bans that are currently being considered in Maui.***Check out our photos, check out our reviews, now here’s the highlights:•...
LOW April rates at only 139/nt! Reserve SOON! Sleeps 4
This unit has been our getaway for some time and now we invite you to share our little piece of PARADISE! The location is IDEAL in that you are away from tourist traffic, yet directly across the street from one of Hawaii's best beaches and merely 1 mile from the main...
Honua Kai Ground Floor huge yard ~ Konea 142 ~1 minute walk to Pools/Beach/BBQs!
Aloha. After the devastating Lahaina fire, and with deep respect to the families and businesses that were affected, west Maui is welcoming guests back. By staying here and patronizing local businesses, you will be putting locals back to work and providing an important...
Cute, spacious rainforest cottage close to HVNP
Come and enjoy our lovely cottage, just minutes from Volcano Village and the world- renowned Hawaii Volcanoes National Park. This private home offers all the comforts of home in a beautiful, unique setting sure to relax and inspire you.This charming home is equipped...
Maui Resort Rentals: Ka'anapali Ali'i 121 – Luxuriously Remodeled 2BR/2BA Suite w/ Lush Garden Views!
Boasting over 1500 sq ft of luxurious interior living area, Alii 121 is a sophisticated 2BR/2BA residence offering guests the perfect space to gather and reconnect in comfort. Its bright open floor plan offers an upgraded modern kitchen that connects to a large dining...
Sweeping "WOW" Ocean Views from Every Room and Balcony - Penthouse Location
This condo offers guests Breathtaking, Panoramic views of the Pacific Ocean from every room in the home. The home is newly renovated and has a top/second floor, corner location at the very edge of the Pacific on the beautiful north coast of Kauai. What you hear are the...
❤️PiH❤️ Nohea Kai ★ Private Pool & Spa ★ eBikes ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Nohea Kai, where island charm meets refined luxury in this stunning 3-bedroom, 3,730-square-foot single-story detached home.Nestled within the exclusive Nohea Community on the 3rd hole of the Mauna Lani North...
Our Penthouse over the Pacific - A true gem that sleeps 4 is lovingly cared for.
Legally permitted vacation rental - Our Penthouse over the Pacific ☀ A true gem that sleeps 4 is lovingly cared for2947 Kalakaua Ave #PH01⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.🛏🛏When it comes to...
Ocean View Top Floor! Steps from Beach, AC All Rooms, Pool, Tennis-Summer Sale!
20% off Book 7 nights or more! Additional Mobile Booking Price promotion for August through December!!!Welcome to our paradise home! Maui Vista condo – Ocean View Top Floor, Sleep 4-5* Fujitsu tri-zone AC unit and celling fan in every room* New Upgraded LG 27" Front...
Luxurious Whaler Studio
Elegantly decorated, this third floor unit (#365) includes everything you need for a great vacation. Inside our condo you'll find a 50" tv with HBO and all the beach gear you need (chairs, umbrella, cooler and snorkel gear). The Whaler also has complimentary towels and...
Secluded & Breezy Condo near the Ocean w/Free WiFi, Shared Outdoor Pool & Grills
Paniolo Hale B2Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and stay at this is a lovely one-bedroom, two-bath condo with open beam ceilings and hardwood floors! The ground...
Ocean View - Steps to Beach - Perfect for couples. Prince Kuhio unit 2-9.
You are at the beach! Swim, Snorkel, Surf or Just Relax at the Beach or Pool! Walk to several beaches across the street. Soak Up the Natural Beauty of Kauai! It is all just steps away!Your second floor, ocean view lanai is only 300 feet from the ocean in the sunny South...
Mauna Lani private BBQ lanai, 12 min walk to Beach
Welcome to Mauna Palm by KEVALA TERRA. Savor your Dream Hawaii Vacation in the Palm Villas 3bd/2ba Condo within the prestigious Mauna Lani Resort. Exclusive location, Luxury comfort, and fun adventure are all at your fingertips. Our relaxing home and its amenities will...
Malolo Cottage - a studio/1ba home near the beach in Hanalei
TVNCU-1170 TA#103-297-8432-01 - "A Place to Rest"Malolo Cottage is just a short walk to the beach at Hanalei Bay (about 1 block), this wonderful Hawaiian-style studio cottage has all you will need for a relaxing vacation. Featuring vintage Koa furniture, a Queen bed and...
Maui Resort Rentals: Honua Kai Konea 545 - Spacious 5th Floor 2BR w/ Fantastic Ocean Views
Konea 545 is a luxurious two bedroom ocean view suite and it offers a beautiful ocean view as it is located in the the closest two bedroom column to the ocean in the desirable south facing Konea interior. Gather, reconnect, and celebrate in one of the largest two...