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.
Newly Renovated! Oceanfront Air Conditioned Condo #113
Aloha and welcome to our completely remodeled Oceanfront condo! We invite you to relax and unwind in the private Honokeana Cove with stunning ocean views. You will feel right at home with this direct oceanfront condo with views of the island of Molokai and the Pacific...
Beautiful*Direct Oceanview & Ideal Location*Best Beaches in Maui
Our lovely Ocean View complex has an excellent location in South Maui – directly nestled between the most popular, golden sandy swimming and snorkel beaches - Kamaole I and Kamaole II. Any accessory for beach side fun is at your fingertips.This one bedroom apartment...
Great Deal Ocean View Condo on the North Shore of Kauai!
Welcome to your home away from home in paradise! This two-story condo at Pali Ke Kua offers peaceful garden and ocean views, located in the heart of Princeville on Kauai’s stunning North Shore. Whether you're relaxing by the pool, strolling down the private path to...
Lae Nani 414 is Beautiful! Ground Floor Oceanfront Condo Sleeps 6 with A/C
This newly renovated, ground floor condo is equipped with a split system AC to keep you cool on hot days. The ocean breeze will cast a coolness your way through the lanai door as well. Only steps to bar-b-ques, beach and pool. Great sunset views. This beautiful condo...
Summer Special 249 A NIGHT! PARADISE Awaits! Best Location in Alii Cove B4.
Beautiful, complete, modern three bedroom condo in Kailua-Kona. Our ocean view is spectacular! 3 min. walk to ocean waterfront (amazing sunsets!), easy 10 minute walk to downtown Kona where you stroll along waterfront to many unique restaurants and shops. Located in a...
Ocean View SM224 Beachfront Resort - Beautiful, Lively Surroundings, Surfing!
** 2025 Discount Rates - Book Now! **The Shores of Maui is a picturesque condominium community located in the perfect location - directly across from Cove Beach Park in Kihei. The location is convenient and offers easy access to Kamaole Beach Park I, shopping, and...
KBM Resorts | FREE CAR | Lokelani | Oceanfront | 2-Bedrooms Condo, Recently Remodeled! LOK-B201
** 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...
Surfer Hale - Kuilima Estates East # 1
TA/155037900801-01Short Term License STR#2034Kuilima Estates East57-120 Lalo Kuilima #1Beautiful downstairs end unit condo. Step into old Hawaii. Hawaiian decor with natural wood and rattan furniture and tropical colors. 2021 brought new floors, quartz countertops in...
Luxury Turtle Bay Hawaii Condo - Remodeled unit at Kuilima East
Welcome to our beautiful, newly renovated upscale condo located on Oahu's pristine North Shore. This is a fully AC-equipped unit, has mountain and golf course views, a great tropical breeze, and is located within a safe, family friendly community. It is only a short...
Beautiful condo with amazing view, huge wrap around balcony and designer decor!
Come enjoy your Hawaii vacation at our beautiful newly remodeled condo. The views are spectacular and the wrap around balcony gives a 360 degree view of the ocean and mountains. This unit is very spacious and has a decorators touch! The unit is fully equipped with...
Hanalei Beach House: Ocean Views & Steps to Beach
The Hanalei Beach House is located on a 1/2 acre ocean front lot steps from the sand. .Surf the user friendly waves right in front at Kiddies surf spot.Enjoy tropical sunsets and ocean views from every room. Listen to the oceans symphony of waves breaking on the nearby...
3bd 2ba Lovely Home in the Heart of Poipu 2 min walk to Hyatt and Poipu Beach
Poipu Beach is the place to spend your vacation! Somewhere you are close to everything you want to do! This spacious and accommodating 3 bedroom, 2 bath home is centrally located in a prestigious South Shore neighborhood, at the end of a cul-de-sac, in the heart of...
SK 316 Spacious OceanFront 2BD w Ocean Views
Sands of Kahana 316 Breathtaking Scenery & Convenient Location at the Sands of Kahana Resort 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,...
Great for families, 3 bedroom tropical paradise steps to pool and ocean.
Relax, recharge, and let your tropical adventure begin at Puamana 80-2, a beautifully updated three-bedroom townhome offering spacious living and modern amenities. Enjoy relaxing on your expansive private lanai overlooking a lush greenbelt, perfect for grilling and...
Kauhale Makai 433: Oceanview 2BR/2BA Condo with Lanai & Resort Amenities
Welcome to Kauhale Makai 433 with stunning ocean views! This spacious 2bd/2bath offers the perfect paradise getaway! Enjoy a gorgeous Maui sunset or a peaceful morning on your private lanai. Watch whales breaching, during season, or dine alfresco with seating for...
Panoramic island/ocean views from our beautifully elegant and spacious suites
Located on the dry-side of Kamuela (aka Waimea) our newly appointed Mauna Loa Suites offer you stunning views of both our islands tallest mountains Mauna Kea and Mauna Loa as well as the vast Pacific Ocean. We are in a quiet and private residential location with a large...
Last Minute Spacial! Oceanview's on 31st Flr
**Notice:There is a one time check-in fee of $50.00 and $30.00/daily resort service fee for unlimited access to the building resort facilities. This fee is mandatory and must be paid during check-in at the hotel front desk.The daily parking rate is $39.00. Tax(17.962%)...
Stunning Ocean Views-Top Floor-2 bedroom/Family friendly- AC throughout!
E komo mai - Welcome to G404 at the Papakea oceanfront resort! We are so happy to see guests returning to our beautiful North Kaanapali oceanfront resort. The Maui and West Maui community welcomes you, your family and your friends. Please spread the word in your...
Sunset Kahili 403, Oceanfront, 4th Floor in Poipu .. Come Enjoy the view!
Located in the heart of Sunny Poipu, Sunset Kahili 403 affords a breathtaking panoramic view of the ocean. This fourth floor condo is completely refurbished and smarty decorated, with all of the comforts of home. The bedroom, with a cal-king bed and full en-suite can be...
Sea Village 2nd floor Direct Oceanfront unit with A/C and extensive upgrades
Lovely oceanfront 2nd floor unit totally upgraded and showing beautifully. MIni-split A/C units were recently added to both bedrooms, along with the stand alone A/C unit in the living room. Lanai seats four for outside dining with fab views of Kona Bay and those...
Beautifully updated golf villa with ocean view
Kapalua Golf Villa 20V3 is a luxurious 1-bedroom, 1.5-bathroom villa that can accommodate 2 guests. It has everything you need to enjoy paradise. Be taken away with the beautifully decorated living room with stunning green golf course and Pacific ocean views. Prepare...
Ocean Front, Beach access! Cute Ground floor, Unit 104. Steps to the ocean!
We would like to welcome you to our #104 Ocean Front “home by the sea” in West Maui. Step back in time and visit romantic old Hawaii during your stay at this unique condo. When you enter, our tropical and colorful décor will welcome you. This unit has reflecting...
1 BR/ 1 BA Ocean Front Lush Garden View Condo - Steps from the Beach
Located on the north end of the world acclaimed Kaanapali Beach, Paki Maui is its own island of tranquility. Paki Maui is a four-story, three building, 108 apartment structure located directly on the ocean with a sand beach and a double-reef so you can swim and snorkel...
@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Summary:Located in the Gold Coast, a highly desired area between Waikiki and Diamond HeadStudio is spacious with lots of natural light and cool ocean breezesSelf-check-in with easy to find lockbox at the entry gateAdhere to strict CDC guidelines on cleaning and...
Stunning *BEACHFRONT*Condo will FULL Ocean Views!
*This property has undergone a stunning remodel! Brand new flooring throughout, furnishings, and colors of the walls. We invite you to enjoy the modern feel!Welcome to your idyllic retreat in paradise! Nestled along the pristine shores of Maui, our recently updated...
VI 208 Remodeled West Maui OceanFront 2BD w Ocean View
Valley Isle 208 Remodeled Island Style Tropical Getaway OceanFront 2Bedroom. Wake Up to Ocean Views. Enjoy Whale Watching and Evening Sunsets on Furnished Lanai. FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your...
MRR Presents Kaanapali Ali'i 274 - Remodeled 7th Floor 2BR w/ West Maui Mountain & Partial Ocean Views!
Beautifully remodeled, suite 274 is a fantastic 2 bedroom partial oceanview suite at the acclaimed Kaanapali Alii boasting gorgeous West Maui Mountain and ocean views from its 7th-floor vantage point. Brand-new upgrades include a new sectional queen sofa sleeper, a new...
🏖️Ocean Front Beauty | Walk to Beach | Concierge Included | vrKCV
vrKCV - Hale Pohaku 3, Professionally Managed by Kona Coast Vacations Welcome to Hale Pohaku 3 – Elegant Oceanfront Condo with Panoramic White Water Views!Couples and families alike will fall in love with this beautifully situated oceanfront retreat, where you can...
Hanalei Bay Resort 7101, Studio w/ AC Private Lanai.
Hanalei Bay Resort unit 7101 "Honu Hideaway" is a privately owned and cared for resort studio condo featuring countless amenities to please every guest. My home away from home has been upgraded and remodeled with quality furnishings throughout. It features a breakfast...
New Listing! Pacific Shores B203! Stunning remodel! Excellent Kihei location!
Stunning remodel and an ideal Kihei location create beachy perfection for your island getaway.Relax on your own private lanai. Feel the wonderful trade winds and take in the island scents from the beautiful Plumeria trees and Hawaiian foliage. The lanai furnishings...
Beautiful Ocean View Studio Top 3rd Floor
"Escape to Kauai and Experience Warm Aloha! Enjoy Last-Minute Deals Through March 2026!".Islander on the Beach 305 - Ocean View Studio in Charming Hawaiian Style Plantation Resort. Please review the property description and pictures carefully prior to booking, and...
Oceanfront Condo Steps to Beach - Kahana Reef 122
Take your Maui vacation to the next level with this newly remodeled ground-floor deluxe suite with all the space and upgraded amenities for the perfect retreat in paradise. Adorned with a beachy, island aesthetic, guests enjoy all the comforts of home while being just...
Seascape Serenity Cottage - Beachfront, Large Yard
*30 day rental, please inquire.The North Shore takes you from the hustle of Honolulu to explore some of the most pristine beaches nearby including Sunset Beach, Waimea Bay and Ehukai Beach. This is your perfect getaway paradise for those seeking for a calm, private, and...
3-bdrm Oceanview Condo at Makahuena -Walk to Poipu Beaches- NEW Split A/C SYSTEM
Located in the "almost always" sunny, resort town of Poipu, on the gorgeous south shore of Kauai, this oceanfront complex is situated on the southernmost point of the island. From the edge of the dramatic cliffs, just above the crashing waves, you can watch the sunrise...
King Bed Diamond Head Beach Hotel Studio Apt.
Newly renovated in 2024!!! 5th-floor studio suite (garden rooftop view) at the Diamond Head Beach Hotel. Includes comfortable king bed with Tommy Bahama luxury pillows. Queen sleeper sofa. New AC unit. TV, HD Cable, WiFI. Kitchen nook (microwave, Keurig, toaster, dishes...
Gem of the Kona Coast Relax in the pool or the saltwater pool nearby CDEA207
TA: 201-601-6896-01TMK: 750200070024Experience your Hawaiian vacation at Casa de Emdeko, known for being the Crown Jewel of the Kona Coast. Relax in the pool or the saltwater pool nearby, lounge in the chairs at our oceanfront property and bask in ocean sunsets and...
Serene, tropical getaway with fast WiFi, loft, pools, hot tubs & tennis
Maui Kamaole D212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and stay awhile at this tropical retreat on Maui, where your days are filled with ocean breezes, swimming pools,...
Oceanfront Luxury Penthouse Condo with AC in north shore’s premier property
Princeville, Kauai is a lush paradise that blends natural beauty with laid-back luxury. Our guests can view the dramatic coastline from our lanais and pool, snorkel at our Hideaways beach reefs teeming with marine life, or stroll through the Princeville Botanical...
Lovely Pacific Shores 2 Bedroom Condo
Aloha from Maui!We know there are many rumors going around about vacation rentals here on the island. The truth is: Maui is open and ready to welcome you with the spirit of Aloha!While there is a proposal to phase out certain short-term rentals by 2030, nothing is...
Ground-floor condo with tropical lanai, lagoon pool, AC & W/D - beaches await
Maui Kamaole B102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Ground Floor 1bd/1ba Across from Kamaole III Beach - Kamaole Sands 7-102
Kamaole Sands 7-102, directly across the street from one of the best beaches in Kihei! This 1bed/2bath condo is the perfect retreat for families or couples traveling together!Kamaole Sands offers amenities for the whole family with a large pool, small children's wading...
KS 403 Spacious 2BD Kaanapali Condo AC OceanFront Pool Hot Tub
Kaanapali Shores 403 Spacious 2BD/2BA w/ Ocean Views at Kaanapali Beach Front Resort KAANAPALI SHORES IS A HOTEL ZONED LEGAL VACATION RENTAL PROPERTYFREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale...
Luxury Ilikai Ocean and Fireworks View Condo
Excellent lagoon/ocean/beach views as well as perfect location to view fireworks on Friday evenings.This unit has two comfortable double beds, a 2019 full size sleeper sofa with memory foam mattress, free wireless work desk and a comfortable large 120sf lanai to watch...
OCEAN VIEW, WALK TO BEACH, SLEEPS 8, POOL & HOT TUB, 3BDR + PRIVATE MASTER SUITE
Discover vibrant Kihei's sunlit coastline and indulge in tropical lifestyle at our breathtaking three-bedroom condo. Situated just a short walk from the pristine Kamaole Beach Park, you'll be steps away from the crystal-clear waters and soft, golden sands that make Maui...
Mana Kai 2 Bedroom Condo Oceanfront Resort
2 Bedroom 2 Bathroom Airconditioned Oceanfront Condo. The mile-long Keawakapu Beach is literally at your doorstep with some of the best snorkeling on the island. The condo sleeps 4 comfortably with two king beds. Includes pac-n-play and high chair. A fully equipped...
Honua Kai Resort, partial Oceanview 1 Bedroom,1 bath, 8th floor H840
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 as well as a one bedroom with a den. If our calendar is not open in this condo, please ask for availability for our...
Comfortable villa with amazing views of Kauai - beach nearby
Hanalei Bay Villas #33Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This is a wonderful stand-alone villa located in the town of Princeville with breathtaking ocean and mountain...
Welcoming Condo with Ocean View | Pono Kai Resort | PK-G104
Pono Kai's pool and spa will be closed January 6-31, 2026 for the instillation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.🌺 Ocean View Escape at Pono Kai Resort 🌺1 Bedroom • 1 Bath •...
VIR #504 Upper West Maui Corner Oceanfront Condo - Kahana
One bedroom corner oceanfront condo with king size bed and queen sleeper sofa in the living room. Completely furnished with linens, iron/board, hair dryer, cable T.V, DVD player, telephone, refrigerator, oven, range, microwave, dishwasher, stack washer/dryer fully...
Celebrate Christmas in Maui fantastic 2 bed 2 bath oceanfront condo
'SPECTACULAR'...'BREATHTAKING'! These are all words that have been used to describe our wonderful 2-bedroom ground floor oceanfront Condo.You want oceanfront? You got it! Many condo descriptions say 'oceanfront' when they actually just have a view of the ocean. It...