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.
Over 350 Avg 5.0 Star Reviews Say It all! This Is The Best Deal On Kauai!n.
Aloha! You're Renting My Privately Owned No Smoking Condo at the Oceanfront Wyndham Resort Providing a Wonderful Vacation, Honeymoon or Anniversary"Walk Right In, Sit Right Down, Daddy Make Yourselves At Home" (An Old Song) Everything needed is in abundance, just buy...
Oceanfront-Penthouse Suite
An INCREDIBLE Location ~ High End ~ NEWLY RENOVATED ~ Gorgeous Gorgeous GorgeousQUIET and PRIVATE with Forever Blue Oceanfront Views from every room. Relax to the Sound of the Crashing Surf below and feel the Coastal Breezes surround you. This is a Unique and Very...
Hale Koko - Gated & Private Hidden Gem, 1 block from the Ocean!
Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Hawaiian Oceanfront Paradise at Royal Mauian Resort Unit #304/2 bedroom/2 bath
This perfect 2 Bdrm Condo, Unit# 304, is located right on the beautiful and sandy Kamaole I beach. The best beach on Maui! Enjoy eating all of your meals on the large lanai prepared in the fully equipped kitchen. Cal King size temperpedic bed in master with oceanfront...
Oceanfront Sunsets in heart of Kona
Located on the oceans edge and in the center of Kona, sits this resort style condo with a bohemian feel, it has all the amenities on Alii drive. The condo has its own tidal pool to swim and snorkel and launch kayaks from when the waves are calm. Fishing from the shore...
❤️PiH❤️ Endless Ocean Views Villa ★ Gorgeous Mauna Kea ★ Ocean and Mountain View ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Endless Ocean Views, part of our Hawaiian Luxury Collection. Endless Ocean Views at the Mauna Kea Resort Wai'ula'ula complex has majestic views of mountains and ocean. You will be mesmerized from the moment you...
OCEANFRONT/Elevator/AC/Surfers
OCEAN FRONT BEAUTY! ABSOLUTE OCEANFRONT WITH STUNNING VIEWSAIR CONDITIONING, WIFI, PARKING, Netflix ELEVATOR ACCESS & ASSIGNED COVERED PARKINGOCEANFRONT POOL, HOT TUB, WEBBER GAS BBQ AND OUTDOOR SHOWER - COMPLETELY REMODELLEDCENTRALLY LOCATED - CLOSE TO BEACHES,...
Waipouli Beachfront Condo w/ Balcony + Ocean Views
Leave your worries on the mainland while you stay at this immaculate 2-bedroom, 1-bathroom vacation rental on Kauai. Located in Kapa’a, this condo provides its guests with a perfect launching point for beaches and activities on the east side of the island, and easy...
Wailea Elua 2003 - Ground Level Gem -Oceanfront Property W/ Tropical Grounds
Wailea Elua #2003 – Elegant Ocean View Living with Ground Floor ConvenienceDiscover serene oceanview living at Wailea Elua #2003, a beautifully remodeled 1-bedroom, 2-bathroom condo with convenient ground-floor access. This upgraded unit offers comfort, privacy, and...
Kona Mansions | 5-minute Walk to Honl’s Beach
Summary:With ocean views, short distance to Honl’s Beach, and onsite amenities including inground pool and outdoor grill, Kona Mansions #A303 offers all the best of a getaway to the Kona Coast. Maximum occupancy strictly enforced in accordance with local...
Big Island Hilo Hawaii
Big Island Hilo HawaiiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha, and welcome to this tropical haven on the Big Island! Nestled near the stunning, picturesque Hamakua...
Welcome to H208, 2nd floor, Great location, QUIET section of resort
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...
Private Garden Cottage on 5 acre country estate /Walk to the Botanic Gardens!
Aloha! Our country estate is in Onomea, 6 miles north of Hilo, on 5 tropical acres with garden and ocean views. Onomea Guest Suite is a private cottage with garden views of flowering royal Poinciana trees, sweeping monkey pod trees, mango, lychee, mountain apple trees,...
❤️PiH❤️ Coconut Telegraph House ★2024 Hilton Pool Passes ★ Relax & Rejuvenate in luxury
Welcome to Coconut Telegraph House, named after one of the owners favorite songs. Just like the song goes, you can hear it on the Coconut Telegraph that everyone knows what an amazing place this is to unwind and rejuvenate.The Coconut Telegraph House provides a perfect...
KULALANI 501 - LARGE 2 SUITE, 2 STORY TOWNHOME + GARAGE
KULALANI 501 - Two Master Suites, Two Levels, New Furnishings, Steps from the Pool!Welcome to Kulalani 501 ~ A beautiful 2 bedroom 2.5 bath townhome retreat with vaulted 20 foot ceilings, three lanais including one with a built in barbecue grill and sink, 2 - zoned air...
Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!
Description of CondoOur beautifully decorated one bedroom/one bath oceanfront condominium is at Maalaea Kai in beautiful Maalaea Maui. We are always working to keep our condo updated and as nice as we can. In 2017, we installed beautiful bamboo flooring in the living...
Amazing Value-Cold AC-Resort Pools-Large One Bedroom One Bath-Discounted Rate
This amazing Honua Kai one-bedroom, one bath located in the 'Konea Tower' features everything you need to make your Hawaiian vacation truly enjoyable!We provide you with those extra amenities that make a difference, including comfortable beach chairs, an umbrella, BBQ...
Honua Kai K206 Kaanapali Beach Condo w Pool for Summer Fun and Beach Chic Decor
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Konea 206, a freshly redesigned 2-bedroom, 1-bath residence nestled within the Honua Kai Resort on West Maui’s...
Sleeps 10, Great Ocean view condo at Papakea
Great ocean view, our condo is just 95 yards from the ocean.Spacious 4th floor condo with large loft.We completely remodeled the condo in March-June 2020. There is an entirely new kitchen, all new appliances, all new flooring, new paint, new beds and mattresses, new...
Ekahi 36a, 1BR 2BA condo, Sleeps 4 (2 Adults + 2 Kids)
Non-Smoking, ground floor, 1 bedroom, 2 bath condo. Perfect for up to 2 adults and 2 children. All amenities: AC, HDTVs, free WIFI, free US & CANADA calling, Stainless Steel appliances, granite counters. Located in the upper part of Ekahi Village, an Ocean-Front...
Spacious Hawaiian style condo with central air conditioning in all rooms
TA# 109-391-1552-01Welcome to Nihilani! This large second floor Hawaiian style home is comfortably furnished with dining area, 2 living areas, 2 bedrooms, 3 full bathrooms and laundry. There are also 2 beautiful lanais with seating and dining areas. Both bedrooms have...
Alii Kai I, Mountain View Condo on Spectacular Ocean Cliff
The Princeville Resort is located on the beautiful north shore of Garden Island of Kauai. Surrounded by incredible beauty are the perfect backdrop for world-class golf with outstanding views and challenging play, sightseeing, and all outdoor activities like swimming,...
Kailua Beach "The Pink House" 100 Yards from Ocean
The Pink House is a perfect beach house set 100 yards from beautiful Kailua Beach. This Hawaiian Style Home has an open floor plan that includes a combination living/dining area with a galley kitchen with stainless steel appliances. Recently added Air Conditioning (we...
Ka Hale Lehua - a 3br/2.5ba home across from the beach in Hanalei
TVNCU-5102 - TA# 170-568-9088-01 - "House of Flowers"Ka Hale Lehua is located 200 feet from Hanalei Bay, one of the most spectacular bays in all of Hawaii. The beach access is literally across the street!In the downstairs area of this charming Hawaiian home, you have...
Welcome to Kanaloa at Kona #3602 2-bed, 2-bath w/ stunning ocean views and more!
Aloha and Welcome to Kanaloa at Kona, #3602. Turn moments into memories with your friends and family at this fantastic property. Enjoy an incredible ocean view at this 2-bedroom, 2-bathroom, high-speed internet, beach views, and more!Upon entering #3602 at Kanaloa in...
Luxurious Westin Ka’anapali 1bd/ba PREMIUM Island view villa 900 sq ft
Named the #1 “Best Beach in the USA” by TripAdvisor (2023), the Westin Ka'anapali Ocean Resort Villas is set on West Maui's North Kaanapali Beach.Good news! Self-parking is free! This timeshare is a 1bd/ba premium villa—900 sq ft—the larger side a lockoff villa...
Breathtaking, unobstructed tropical sunsets
Valley Isle 1105 is a 1-bedroom, 1-bathroom condo located on the 11th floor, and offers ocean views from your private lanai and a private washer/dryer. This resort has elevators for easy access. Unit 1105 can accommodate up to 4 guests. The master bedroom boasts a...
Beach Tower - Luxurious 3rd floor Beach Villa Ko Olina
This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's second crystal clear beach lagoon. Master bedroom is furnished with a newer King bed, new ceiling fan, and it has unique black out curtains,...
Ko Olina Beach Luxury Villa Rental, West Oahu, Hawaii
Luxurious splendor and tropical tranquility await you in this beautifully appointed two-bedroom condo located at the world-class Ko Olina resort. The Oahu beach villa’s signature design features exotic woods, natural stone finishing, and expansive panoramic ocean view...
Luxury 3-Bedroom Villa with Expansive Ocean and Lagoon Views
Your vacation starts once you arrive at the Ko Olina Resorts with a big smile and friendly wave entering the 2-mile community of premium coastal views, four crystal-clear lagoons with white-sand beaches, a championship golf course, and a full-service marina for...
SO CLOSE YOU CAN HEAR THE OCEAN-Oceanfront-Unobstructed View-Quiet Top Floor
It doesn't get much closer to the ocean than this! Kahana Reef is just steps away from the water, with amazing views of the ocean and the islands of Molokai and Lanai. Whether you lay in a chair on the grassy front lawn, sit at the lanai, walk to the sandy beach next...
M. KoOlina Beach Club Oceanfront Resort, Beautiful, Tropical Oceanfront Retreat!
Please choose a Friday through Sunday check-in for a seven night stay. Rates are based on a garden view and will fluctuate for holiday weeks. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as...
Luxury Oceanview Villa at Beach Villas at Ko Olina Resort
This luxury villa is located in the Beach Tower (closest tower to the ocean and beach) on the 5th floor in the stack next to the end cap ocean front villas (B507). It has been professionally decorated and furnished. You'll be impressed with the spectacular ocean view...
1 BR Treetop Wailea , 2nd floor vaulted ceilings
The Tree Top One Bedroom, is an elegant, bright 2nd floor unit with tropical modern king bedroom, teak and rattan furnishings, spacious bath with separate shower and tub, spacious living/dining area and well stocked kitchen and offers privacy amid tree top blooms and...
Family-friendly condo near Kihei and Wailea
Maui Vista 2413 is a two-story, 2-bedroom, 2-bathroom condo offering amenities like air-conditioning, a washer/dryer, and a private lanai. Located on the fourth floor, this spacious unit accommodates up to 7 guests, featuring a California King bed in the master bedroom,...
Oceanfront Two Bedroom Condo
Breathtaking Pacific ocean views when you walk in the door. Located only 30ft from the shoreline. Our ground floor unit has direct access to the sea. Full remodel in 2021. Our condo is fully air conditioned and has all the amenities you could ask for. A gourmet kitchen...
Oooh! Oooh! Pick Us! Steps to the Beach 2024 Newly Renovated Ground Unit!
(Owner/Managed) This 2024 brand spanking new, fully upgraded condominium is just steps from the beach and competitively priced. You will not find a better rate for the quality, beauty and comfort offered in this non-smoking, ground floor unit in building 1. DOUBLE PANE...
Villa B207 Private location closest to the beach, Ko Olina 3-bed beach villa!
This privately located beach tower villa 207 has no neighbors on either side and offers beautiful ocean and lagoon pool views! Located on 2nd level in the preferred Beach Tower building, this Villa is the closest 3 bedroom to the beach! This villa has Hawaiian touches...
Private & Serene Cottage Poipu Beach TVNC #4209
Poipu Beach Ohana house, called “Pua Hale” (Flower House), is an 850 sf one-bedroom private cottage and tropical garden completely enclosed by private walls and fence. Located on Kauai's sunny and warm Southern shore is an easy 10 min walk or slow 3 minute drive...
You are just steps from the beach
Welcome to the "CoCo Surf and Swim" Condo, your premier beachfront retreat at Kahaluu Beach! Dive into the ultimate Kona coast experience with direct access to snorkeling and surfing adventures just steps away. This fresh and friendly 3-bedroom corner unit is your...
SPECIALS DEALS Honua Kai 2BD Sweeping Mtn Views Quiet & Peaceful Setting
Take advantage of the rare Winter Specials with our newest listing!*** West Maui is reopened and we are happy to host you! Honua Kai is a hotel/resort zoned and you are safe from the new legislation targeting other short term rentals.Aloha and Welcome to The Royal...
Luxury Mountainview Estate w/Shared Pools/Spa, BBQ Area & AC - Kamilo #407
This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Lovely Mauna Lani KaMilo Home 407 is ideally located in a low-density gated community within the Mauna Lani Resort, on the west coast of the Big Island of Hawaii. This...
Garden Island Oasis - Regency 424 at Poipu Kai. 3 bedrooms - Walk to the beach!
Welcome to our island home! Discover the ultimate getaway at the Garden Island Oasis at the Regency at Poipu Kai, nestled in the heart of the enchanting Poipu Beach area on the south shore of Kauai. This beautiful property is renowned for its lush landscapes and...
*Lauloa 204* Maui Prime Oceanfront Condo, A/C!
This updated 2nd-floor condo offers breathtaking views of Maalaea Bay, the grand volcano Haleakala, and the sparkling Kihei lights at night from the private lanai! The primary suite features a comfy king bed and ensuite bathroom with a walk-in shower and a guest room...
Oceanfront! A104 Close to pool and BBQ Convenient ground floor unit. Beautiful!
Ocean front Papakea condo. Aloha building, A104. Spacious 1 bedroom, 1 bathroom unit sleeps 4. Ground level for easy access to unit and to ocean front. Close to BBQ and pool. No Resort Fees! Washer and dryer in unit King Size bed Queen sofabed in living room Beautiful...
Incredible Ocean Views, Completely Remodeled! Simply Gorgeous! Unit 610
Aloha and welcome to Kamaole Beach Royale! Ideally situated in South Kihei, nestled just beyond (1 block) from the sparkling blue ocean and white sandy beach Kamaole Beach 1, this upper floor beautifully remodeled condo is designed to relax and soothe with the endless...
Newly Renovated Waikiki Condo 2 blocks to the Beach! Free parking.
Beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel overlooking the swimming pool! The location is perfectly located just 2 short blocks to the main area of Waikiki beach, International Marketplace, the best shopping and dining! The Zoo,...
SALE MAY 21-31! OCEAN VIEW PENTHOUSE 2 BR 2 BA-AT KAM 2 & 3
Our top floor penthouse suite was remodeled just before we purchased it in 2014 to provide you with exceptional value, comfort and location!We bought this unit for the location, view, the remodel, the large size, two bedrooms with their own bathrooms, and on a single...
$400+ off the normal nightly rate of $1,375 for NEW late April-June dates
A Hicks Home constructed with clear-fir walls, oak flooring, redwood bathroom walls, this home was recently renovated for comfort and convenience. Mature plantings, carefully situated, plus two-level design create a haven of comfort for enjoying beach living while...
Spectacular OCEANFRONT! 2BR/2BA Papakea L305. May 19-28 297/nt June 18-25 396/nt
Why settle for ocean view when you can have OCEANFRONT! You could throw a coconut to the water from our deck. THE RAINBOW AND SUNSET PICTURE WERE TAKEN FROM OUR LANAI. Papakea L-305 is as close as you can get to the ocean and offers easy access to world famous Kaanapali...