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.
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Family Friendly | 2 Units, 3 Bedrooms | ML-1436
** 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...
Kiahuna Plantation Resort 162 Ocean View 1 Bedroom
Soak in beautiful ocean views from this 2nd floor private one-bedroom retreat on Kauai’s most famous beach. Cozy, charming, and well-located, it’s everything you need for a relaxing island stay. Unit 162 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full...
Napili Bay Beach-Spacious 3Br Condo
Spacious 3BR Townhome – Steps to Napili Bay, Pool, Hot Tub & More!Welcome to your home away from home on Maui! Just steps from three stunning beaches—Napili Bay, Honokeana Cove, and Kapalua Bay—our spacious 3-bedroom, 2-bath townhome is perfect for families and groups...
Sunlit Island Escape in Kailua
Welcome to your island getaway! Nestled in the heart of Kailua, this bright and inviting home is perfectly located just minutes from Kailua Beach, where you can soak up the sun, enjoy crystal-clear waters, or try your hand at paddleboarding.This property combines modern...
KHV 36 Beautifully Remodeled Direct Oceanfront 3BD Kahana Condo, Steps to the Beach and Pool!
Kahana Village 36 NEW LISTING Spectacular 3Bedroom Beachfront Condo in Kahana with Amazing Ocean Views, and Privacy! Welcome to your dream getaway at Kahana Village—an oceanfront oasis nestled on the scenic shores of West Maui. This ground-floor condo boasts 1,566...
Maui Resort Rentals: Maui Kaanapali Villas 606 - 2BR Deluxe Oceanview Penthouse w/ Built-In BBQ & Panoramic Ocean Views!
Maui Resort Rentals is proud to present this jaw-dropping 6th-floor Deluxe Oceanview Penthouse Suite at Maui Kaanapali Villas—newly launched on 3/10/25 to start taking bookings beginning March 22nd, 2025!Never before available for vacation rental, Maui Kaanapali Villas...
Charming studio at The Waikiki Grand in Waikiki with AC & Pool
Located in Honolulu, this fabulous studio is a dream. With a cozy living area featuring a Queen bed & futon up to 3 guests can relax in style. The bathroom offers a Shower / bathtub combo and hair dryer for added convenience. Our place is equipped for both long or short...
Spacious Ground Floor Maui Retreat, Grand Champion
Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...
Kaanapali Alii 3101
Kaanapali Alii 31012 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 3101, an elegant one-bedroom ocean-view condo, with a fully enclosed den that comfortably serves as a second bedroom. From the private...
Fabulous Poipu 7 bedrooms for 16! Amazing pool! New Listing
New Listing!! The Listing is made up of two separate townhomes just steps apart!This fabulous property located in wonderful proximity to Brenneckes, Poipu, and Kiahuna Beach!Surrounded by a championship golf course, the property enjoys a prime spot on Kauai’s sunny...
Soothing studio with AC that is a five minute walk to the best beach on Maui.
Consider this adorable studio your home away from home while you visit Lahaina. Guests enjoy a superbly cozy space with one bathroom, perfect for relaxing after a day of exploring. This studio is five minutes away from the best beach on Maui. You can rent snorkeling...
2 Bed 2 Bath 2 Parking at Cove Waikiki
Spacious 2 bed 2 bath 2 parking, end unit. A perfect home away from home that you will instantly fall in love with, and never want to leave! It sleeps 4, with one queen bed in the primary and two twin beds in the second bedroom. There is an AC unit in each room, free...
Kauna'oa 22 Five Bedroom Residence
Step into the Hawaiian serenity of Kauna’oa 22, a luxurious five-bedroom, six-bathroom villa offering sweeping views of the Kauna’oa golf course and the ultimate in indoor-outdoor living. This elegant retreat features a grand vaulted ceiling and a spacious open-plan...
Aqua Aloha Surf Waikiki 1211 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1211 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 374 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Quam Properties: Napili Point A27 – 1BD Boasts Prime Location
Napili Point A27 is a one-bedroom, one-bath oceanfront condo with air conditioning that can accommodate up to four guests. It is in the highly desirable neighborhood of West Maui. This condo features a unique entryway that doubles as a second patio. The location of this...
Experience luxury in Wailea Ekolu 1106, a spacious 2BR condo in beautiful Kihei
Wailea Ekolu 1106 Breathtaking Panoramic Ocean and Neighboring Island Views from High Above Wailea MauiWelcome to your Maui Retreat: Wailea Ekolu 1106 is a newly remodeled 2-bedroom, 2-bath upper-level townhome tucked into the serene Wailea Ekolu Village on South Maui's...
Ilikai Two Bedroom, Two Bath Ocean View 8th Floor Corner
Corner suite with 2 balconies, 2 bedrooms & 2 bathrooms at the Ilikai Resort, a luxury high end condo with incredible views of the ocean, sunsets, lagoon & marina. Great fireworks show views every Friday night at 7:45pm. Upgraded and beautifully furnished complete with...
Charming Ilikai Marina Studio, Great Location In Waikiki!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 11/3 - 12/17/25 and painting work is currently scheduled from 8/10 - 9/4/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Napili Point | 2 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 2 Units, 2 Bedrooms | ML-1547
** 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...
Maui Resort Rentals: Honua Kai - 6 Total Bedrooms, Stunning 3rd Floor Ocean Views!
This premier six-bedroom offering combines three neighboring 3rd-floor two-bedroom suites to create the perfect place for your group to gather, reconnect, and celebrate. Konea 303 and 305 occupy a fantastic interior courtyard location directly next door to one another...
Just What You Were Looking For! Short Drive to Honolulu Zoo and Kuhio Beach!
In the heart of Waikiki near amazing beaches and attractions!This listing is for a room within a hotel.✦ Your room is 226 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know...
Pu'u O Hoku” is true to its Hawaiian name — which means “Hill of Stars”— surrounded by more than 14,000 acres of protected land, immersed in the transcendent beauty of forest, sky, and ocean. The Ranch is a family-owned biodynamic and organic ranch a
Enjoy the ranch with large groups by booking our 12-bedroom property: The Lodge. The Lodge features a majestic room (about 1,350 sq ft) with rough-cut wood beams, a lava-rock display fireplace, a library, and sitting areas. Attached to the lodge are a certified...
Private Oceanfront Ohana Retreat Near Hanalei!
Enjoy the very best of Kauai’s north shore from this beautifully remodeled cliffside getaway in the heart of Princeville! Perfectly situated just minutes from Hanalei Bay & some of the world's most iconic surf spots. Step outside to enjoy warm trade wind breezes, relax...
New Listing! Villa with an island charm interior
Welcome to Kapalua Ridge Villas 2712 – a bright and breezy 1-bedroom, 2-bathroom ground-floor villa that comfortably sleeps up to 6 guests. Step inside to discover an airy, open-concept living space with A/C, and large windows to showcase serene ocean and garden views....
Paradise by the beach
This is a beautiful 5 bed, 3 bath home that sleeps 12. It is located just steps from famous Hukilau Beach, and within walking distance from BYU Hawaii. There is a washer and dryer, two living rooms, office room, and much more. Enjoy a sunrise stroll on the beach, spend...
Kaanapali Alii | 283
Kaanapali Alii 2832 Bedrooms | 2 Bathrooms | Sleeps 5 | Ocean View________________________________________Surround yourself with ocean views from this beautifully upgraded two-bedroom condo located on the eighth floor of Kaanapali Alii. This large two-bedroom plus den...
Spacious Partial Ocean View W/Lanai and A/C - Bamboo Waikīkī Hotel #1006
Castle Bamboo Waikīkī Hotel #1006 - Minimalistic and excellent use of space with pops of color featured in artwork featuring local tropical sights. The functional layout is furnished with premium furniture that allows for plenty of space for storage and...
Koloa Kauai 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab!Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make This resort appear the stuff of dreams. Nestled in over twenty acres of lush tropical gardens overlooking...
Kona's Best: Direct Oceanfront 2BR/2BA Condo w/ AC, Pool & Sunset Lanai
A True Hawaiian Paradise: Absolute Oceanfront Luxury at Kona Bali KaiWelcome to the ultimate Big Island escape. Step into our stunning 2-bedroom, 2-bathroom sanctuary, situated directly on the water at the highly-sought-after Kona Bali Kai. This condo is your Front Row...
4BR Mokulua Seaside w/ Private Studio, Steps to the Beach
Mokulua Seaside by Gather is a refined oceanside escape that brings together luxury, space, and the beauty of Lanikai. Just one house from the sand on Kailua’s coveted Mokulua Drive, this four-bedroom, four-bathroom retreat spans 3,316 square feet of interior living and...
PK L106 Ocean view 2BR condo in West Maui, perfect for families or groups of 6.
Papakéa Resort L106 Unbelievable Direct Oceanfront Lawn Location with Stunning Sunsets, Steps to the Pool & Jacuzzi Welcome to your Maui Retreat: This ground-floor, oceanfront two-bedroom, two-bath condo comfortably sleeps up to eight and is located in the coveted L...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Exceptional Value | 2 Units, 3 Bedrooms | ML-1439
** 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...
Kapalua Bay Villa 27B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- Split level loft style villa with no stairs between parking and front door- Tile floors throughout- Updated kitchen with granite counters, farmhouse sink includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware,...
Napali Views+Pool/spa+Cold plunge+Sauna
Experience the essence of modern island luxury at Napali Sunsets, a stunning new home in Princeville. Designed with sophistication and comfort in mind, this retreat offers a pool, spa, sauna and a cold plunge! Enjoy the spacious covered outdoor lounge, and sweeping...
Tropical Bliss in Kailua
Welcome to your dream retreat in Kailua, a sun-drenched haven where tranquility meets convenience. This charming unit is part of a thoughtfully designed duplex, offering a perfect balance of privacy and community. Whether you’re here to relax, explore, or work, this...
Hilton Grand Vacation Club Resort/Spa Lagoon Tower
This 1 bedroom, 1 bath villa features a king bed in the master bedroom. The spacious living area includes a separate dining area, large television with cable and DVD player, and a queen-size sleeper sofa. Our 1-bedroom plus suite features all the comfortable features of...
Relax in Your 2 Amazing Units w/Partial Ocean Views, Pool, Minutes to Honolulu
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Kaanapali Alii 354
Kaanapali Alii 3543 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 354, an exquisite 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom.This Platinum Rated...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 Luxe Beachfront Kaanapali Residence Club+Amenities. 2BR
𝐇𝐘𝐀𝐓𝐓 𝐕𝐀𝐂𝐀𝐓𝐈𝐎𝐍 𝐂𝐋𝐔𝐁 𝐀𝐓 𝐊𝐀𝐀𝐍𝐀𝐏𝐀𝐋𝐈 𝐁𝐄𝐀𝐂𝐇 – 𝟐-𝐁𝐄𝐃𝐑𝐎𝐎𝐌 𝐎𝐂𝐄𝐀𝐍 𝐕𝐈𝐄𝐖 𝐕𝐈𝐋𝐋𝐀Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Immerse yourself in the stunning beauty of Kā‘anapali Beach from your exclusive 2-Bedroom Ocean View Villa. Discover luxury living on the iconic shores of West Maui, with...
Westin Kaanapali Ocean Resort North - Christmas & New Year's - Studio
Note, this listing is for a studio unit with a Saturday - Saturday stay. It is available for either one week, Dec. 21 - 28 or Dec. 28 - Jan. 4, or the entire 2-week stay. You are welcome to check in or check out on a different day, but will be charged for the entire...
Marriott Maui Ocean Club Napali Villas Beachfront Resort/Spa!
Marriottu2019s Maui Ocean Club - Napili Villas is one of the most popular timeshare resorts - and for good reason! Kids and kids-at-heart will get a kick out of the resort's 3.5-acre super pool complete with a water slide, waterfalls, and children's area. The poolside...
Just minutes from Green Sands Beach and Volcano!
Nestled in Naalehu, this fantastic house offers a comfortable retreat for guests seeking a peaceful getaway. With three cozy bedrooms, including one twin bed and two queen beds, there’s plenty of space for families or friends to spread out. Two bathrooms add convenience...
Aqua Aloha Surf Waikiki 210 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 210 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 224 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
4-bedroom house in tranquil Keaau ~ HPP with pool ~ Authentic Hawaiian Oasis
About this spaceAolani Hale is a high quality local property and is a self-contained vacation destination! From the moment the remotely controlled gate swings open, it’s obvious that this is a place where once in a lifetime memories of paradise are bound to happen. As...
Honua Kai Ocean View 1 Bedroom
Experience island living with panoramic ocean views from this comfortable one-bedroom condo on Maui’s Kaanapali North Beach. Perfect for relaxing after a day of exploration.Ocean View 1 Bedroom 1 Bathroom• Exclusive on-site provider with the only homes that meet the...
Kapalua Golf Villa 23T1 Gold Ocean View 1 Bedroom
- 1st floor villa with 3 stairs between parking in front of condo and front door- Carpet in living room, dining room, bedroom and tile floors in kitchen and bathrooms- Kitchen with black stainless steel appliances includes – fridge with ice maker, stove/oven, microwave,...
Pili Mai 6M by Gather: Garden-View Condo w/ Lanai & Beach Access
Tucked along the Kiahuna Golf Course in sunny Poipu, Pili Mai 6M blends resort comfort with Kauai’s signature indoor-outdoor ease. This single-level, three-bedroom, three-bath condo offers 1,478 square feet of bright, air-conditioned living space framed by golf-course...
Kaanapali Alii | 122
Kaanapali Alii 1222 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 122! Enjoy partial views of the sparkling Pacific in the distance from this inviting one-bedroom residence with a fully enclosed...
New Listing, Keauhou Palena, 2 bed, AC, private lanai
Nestled in the heart of Kailua-Kona, the Big Island Keauhou Palena 1203 offers a perfect blend of comfort and relaxation for your Hawaiian getaway. This beautifully appointed two-bedroom, two-bathroom condo is designed to provide a serene retreat while being close to...
Waena Inn Unit 1 – Newly Renovated Maui Private Suite
Enjoy a cozy stay at this 324 sq ft modern Ohana studio apartment in Maui, featuring a small kitchenette and private bathroom. Large windows offer beautiful views of the West Maui Volcano and the warm Hawaiian breeze. With amenities such as A/C, Wi-Fi, smart TV, and...