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.
WG 807 Quaint Ocean View Studio
Legally permitted Short Term Rental in Honolulu, Oahu, Hawai'i♥ — WAIKIKI GRAND HOTEL® 807 — ♥⛱Aloha and welcome to our ocean and beach view boutique Hawaiian studio, located on Waikiki Grand Hotel® 8th floor. We have used our 30 years of visiting Hawaii to...
Ocean, Mtn, & Reserve View Penthouse 1 BR End Unit Wonderfully Updated!
Spectacular views from this top floor end-unit condo - beautiful views of ocean sunsets, Haleakala volcano sunrises, West Maui Mountains, and the Kealea Pond NWR. This penthouse unit has one bedroom with new king-bed, one bath, and comfortable open floor plan. Pull-out...
Napili Gardens Getaway Combo–Central AC,Near beach
Napili Gardens Getaway Combo (#4 and #12) is composed of 2 units, Napili Gardens Getaway (#4) and Napili Gardens Getaway (#12). They are similar units, right scross each other, in the same complex. These beautiful units are both three story condos conveniently...
514 - Oceanfront 2 bedroom Ocean View with A/C!
This fifth floor two bedroom oceanfront condo at the Kihei Surfside Resort is located on the mauka (mountain) end of the building. This air-conditioned unit has great ocean views from the kitchen, living room, dining area, master bedroom and lanai. The bathrooms of this...
Ground floor condo with Wailea golf course view
Wailea Grand Champions 101 is a two-bedroom, two-bathroom condo featuring amenities such as golf course views, a remodeled kitchen, and air-conditioning. Located in building #11, this ground-floor unit can comfortably accommodate up to 6 guests with a King-size bed in...
Oceanfront Oasis with Stunning Sunset View, Shared Pool, and Free WiFi
Hololani A502Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get ready to be spoiled the moment you step foot inside this fantastic condo! Everything from the sweeping ocean views to...
KUL414 - W Maui Beach Front, Fab Ocean View Remodeled Condo in Quiet Resort
** Summer 2025 Discounted Rates - Book Now! **Highly upgraded, unit #414 has features like beautiful travertine tile floors and quality furnishings, only matched by the outstanding view of beach, ocean and outer islands. This second floor one bed, one bath vacation home...
Oceanview Condo in Hana-Let the ocean lull you to sleep
Kaumaka, which means "beloved" in Hawaiian, offers a four-star experience plus a spectacular oceanview at the beachfront Hana-Kai resort. Outstanding ground floor location means no stairs! Hear the pebbles dashing the shores of Kapueokahi Beach from the bed or while...
King size bed! On the ocean front property
New custom renovations just competed, perfect for a family of 4 or two couples. No uncomfortable pull-out couch, this has the fold down queen wall bed. New custom built in bench for dining, new tile on the outdoor lanai deck. Picture yourself on the ocean front in sunny...
Turtle Bay Townhouse Steps to the Beach - Kuilima Estates West
Relax in this beautiful townhouse near Turtle Bay in the exclusive Kuilima Estates West, just a quick walk to several iconic beaches on Oahu’s North Shore. The unit boasts an open kitchen and living area perfect for entertaining family & friends while living the laid...
Tropical Haena Getaway Just Steps to Beach!
Welcome to Hale o' Mahina at Ha‘ena – “The House of the Moon”Experience the magic of Kauai’s North Shore at this beautifully upgraded home, featuring koa wood and bamboo accents, vaulted ceilings, and breathtaking ocean and mountain views. Nestled on a quiet...
Brand New Remodel/ 2 Bedroom/ 2 bathroom /steps from the beach. Free WIFI
Enjoy Paradise at an affordable price in our completely remodeled condo.This two bedroom two bath condo comfortably sleeps four. With a queen size bed with TV and ceiling fan in the mater bedroom and two twin beds in the second bedroom. Our condo is furnished with all...
Ocean-view condo with pool, hot tub, lanai & tropical decor - near dining/shops
A Little Aloha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy A Little Aloha at this fabulously updated condo, one of the larger vacation rentals in fun downtown Kailua-Kona!...
Wailea Ekahi Village 50E - Relaxing Ocean and Mountain Views
Welcome to Wailea Ekahi 50E, our deluxe condo for two. We are on the 2nd (top) floor with beautiful ocean and garden views and wonderful tropical breezes. In addition, there are ceiling fans throughout the unit.The large living room-dining room is beautifully furnished...
Hale Makai ~ Gold Coast Comfort - Kuilima Estates West
Escape to Paradise at Ku'ilima Estates West – North Shore OahuHale Makai ~ Gold Coast ComfortNestled on the coveted Gold Coast of Ku'ilima Estates West, this spacious two-story, two-bedroom, two-and-a-half-bath condo offers the perfect home base for your North Shore...
Beautiful Waikoloa Beach Villa - Spring Dates on Sale!
Our villa is furnished in a casual tropical island theme with hardwood floors throughout. It is ideally located, just steps away from the pool. Our Hawaiian style townhouse is an end unit with windows on all four sides, 17-ft high living room ceilings and no one above...
Ke Nani Kai Unit 156- More Molokai
Enjoy the tranquility of Molokai with modern-day luxuries and all the comforts of home If the quiet solitude of Molokai has left you wanting more, then look no further... This 2-bedroom/2- bath condo has been fully renovated to give you the vacation of your dreams....
Kapaa Shore Resort A305, Oceanfront, Near Shops, Restaurants & Beaches
Kapaa Shore Resort A305 – Oceanfront Kauai Condo with Stunning ViewsEscape to the beauty of Kauai’s Coconut Coast at Kapaa Shore Resort A305, a newly updated oceanfront condo offering breathtaking views and luxurious Hawaiian living. Located on the top (3rd) floor...
Gorgeous Beachfront Resort, 4 Beautiful Pools, Walkout lanai to the pools/ocean
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Amazing ground floor unit with king bed, chaise lounge and walk out lanai to pools/ beach. Step out your door, in seconds your at the pools and a minute or two your at the...
Relaxing Ocean View Condo in Kauai | Pono Kai Resort | PK-E102
Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Experience the beauty of Kauai in this charming 2 bedroom, 2 bathroom ocean view condo that’s...
Hanalei Bay Resort Ocean Front Unobstructed Bali Hai View!
Hanalei Bay Resort is a 5 Star Resort and is widely regarded as one of the nicest places to stay on Kauai. 8232 is ideally situated on the 'point' of this 22 acre Resort giving you spectacular views! This 1 bedroom suite w/loft has some of the best views in all of...
Kihei Akahi Condo w/ Shared Grill, Free WiFi-Beaches and Beyond
Kihei Akahi C307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
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...
Charming Oceanfront Top Floor Condo at Wailua Bay with Stunning Views and Local Fisherman Sightings!
Charming Wailua Bay View Oceanfront Top Floor with an Amazing View!Panoramic view from this snug restful welcoming condo. You can sit back in your home away from home here with a cozy couch to sink into as you gaze at the ocean. Step out to your lanai and savor the...
Oceanfront w/Sunset Views Condo at the Colony Surf Full Kitchen and Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Colony Surf is located at 2895 Kalakaua Ave.This fully furnished Colony Surf studio accommodates 2 and...
Hale Kai O Kihei Condo w/ Free WiFi, Shared W/D-Near Everything
Hale Kai O Kihei 106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Charming & Affordable Couple's Retreat w/ Ocean Views from Every Room
Sealodge E8 offers the perfect blend of classic island charm with modern touches! This intimate and inviting condo features a queen bed, as well as a twin-sized punee (Hawaiian day bed) in the living room that's perfect for sleeping a child if you're a small family. The...
Ocean view condo with lanai, WiFi, W/D & oceanfront pool/hot tub/BBQ area
Sea Village #3202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in fragrant island breezes, the sounds of rustling palms, and a partial view of the Pacific Ocean from your...
Unbeatable Ocean Front Condo | Pono Kai Resort | PK-C302
Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Unbeatable Oceanfront Condo – Your Perfect Paradise Getaway!Welcome to this beautiful 1-bedroom,...
Tropical Getaway with Private Hot Tub and AC
Come unwind at our tropical island oasis in the heart of Princeville! Nestled on Kauai’s lush North Shore, this spacious, air-conditioned condo is the perfect home base for exploring the best of the Garden Island. You're just minutes from Makai Golf Course, Hanalei...
@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas
Summary:Make your stay memorable in this stylishly designed 3-bedroom home, situated in a gated community in the heart of the Makaha Valley. This comfy home is graciously appointed at the foot of the Wai‘anae Mountain Range feasting you with the marvelous ocean and...
OUTSTANDING Main Floor Condo - STEP directly onto the BEACH!!
WELCOME to the Makaha Beach Cabanas located on the northwest shores of Oahu! Our condo is on the Main Floor. No need to even use an elevator - step off our Lanai directly on the Beach! It really doesn't get better than this! Far from the hustle and bustle, we're in the...
Oceanfront Villa at Alii Point - AC & Private Pool
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...
Polo Beach Club 305, you will be drawn to the breathtaking views from lanai.
Polo Beach 305, with Spectacular Ocean Front Views! Located in the highly sought after beachfront stack. Take in an unforgettable sunset or views of Kaho'olawe, Molokini, and The West Maui Mountains!As you enter Polo Beach Club 305, you will be drawn to the breathtaking...
KS 819 Spacious Kaanapali Shores Condo w Ocean Views AC Pools
Kaanapali Shores 819 Spacious 1Bedroom Kaanapali Shores with Ocean Views & Central AC 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...
Cozy Waikiki Vacation Rental with Partial Ocean Views - Great for families!
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Classy Waikiki Studio
Classy, Clean & City CenterJust a short 2 blocks walk to the beach! Conveniently situated at the entrance to Waikiki, across from Ft. DeRussy Park and Hilton Hawaiian Village. Walk to the biggest shopping center (Ala Moana Center) and get easy access to main buses to go...
Brand New Kitchen & Updated Living Space - Oceanfront #216-2
Experience your island oasis. This oceanfront Puamana townhome offers the perfect blend of modern comfort and tropical charm. Enjoy breathtaking ocean views and neighboring islands from the spacious lanai, living room, and main bedroom. Inside, a newly remodeled kitchen...
KS 836 Studio in Kaanapali Shores w Pools AC
Kaanapali Shores 836 Spacious Studio at a Beautiful Oceanfront Resort in North Kaanapali. Unplug, Relax, and Recharge with Pools, Hot Tubs, Restaurants, and White Sand Beach FREE daily activities included with your stay value up to $570! Complimentary admission, every...
Maui Tropical Getaway w/ Ocean View, Full Kitchen, Pool, A/C, WIFI, King Bed
Your stay location is 25 miles south of Lahaina. The Kihei / Wailea area has not been impacted and is open to all, including travel, lodging and activities.PRIME BEACH LOCATION:Look no further than Haleakala Shores, #A-102 for your Maui Hawaii vacation rental. This two...
Just Another Amazing Day in Paradise! Ocean View, AC, 5-min. walk to beach!
Waikiki Park Heights #1508 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You deserve many wonderful days in paradise and what better place than this beautifully renovated condo with great ocean views and central AC! (488 sq.ft....
Kamaole Sands -inner court - ocean views- Remodeled
We have Pipe & Roofing project that is taking place from during 2025 During this time there will be noise but it does not directly impact our building. We are all done with new roof and pipes!Unit 6304. Wonderful views and on the third floor.Please come and stay you...
Kona Shores#130 Beautifully Remodeled Ground Floor Condo w/AC!
Kona Shores#130 is a spectacular ground floor condo at an Oceanfront Condominium Complex. Kona Shores is just a mile to all restaurants, cafes and shopping within Kailua Village. From the oceanfront Pool and BBQ Area you will be able to enjoy the famous Kona Sunsets, as...
Fun in the Sun at Maui Sunset-Ocean View 1BR/2BA
The Maui Sunset is located on over 5 acres of ocean front in Kihei, which is considered one of the best locations on the Valley Isle. Kihei is noted for its year round sunshine, balmy trade winds and soothing evening air. It is one of the driest and sunniest areas on...
OCEANFRONT 2 bed/2bath West Maui condo on Napili Bay! Napili Point C12
Experience the beauty and tranquility of West Maui at Napili Point, a premier oceanfront property perched above the turquoise waters of Honokeana Cove. This well-appointed two-bedroom, two-bathroom condo offers panoramic views of the Pacific Ocean, Molokai, Lanai, and...
Beachfront on Kauai's Beautiful Coconut Coast!
This charming, oceanfront condo is attractively furnished with your comfort in mind. Its ground-floor location offers convenience as well as easy access to the beach. You have nice ocean views from your living room and master bedroom as well as from your private lanai....
420123 Hanalei Bay Resort 3br 3ba Sleep 8 Absolutely Gorgeous View
Hanalei Bay Resort 420123 3 bedroom sleeps 8Vacation Rental Tax Number GE/TA #049-852-4160-01TMK 4540110030016(Special Permit – SP-2011-18) (TVNCU 4198)Jan 22-Feb 2, 2025 Units 4022 & 4203 available with King Bed & 2 Double Beds can sleep 6NO EXTRA COSTS for early...
Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!
Minimum 30 day rental, this 3 bedroom, 3 bath with a private pool is the perfect location to relax and unwind. The entire property is surrounded by lush landscaping, beautiful palm trees and tropical flowers. The spacious yard is perfect for sun bathing, barbecuing or...
Poipu Shores B202: Beautiful Oceanfront Condo on Kaua'i's Pristine South Shore
Beautiful two-bedroom oceanfront condo on Kaua'i's pristine South Shore. This remodeled Poipu Shores unit is equipped with a full kitchen, air conditioning, and Hawaiian style furnishings. Relax at Poipu Shores' oceanfront pool, enjoying the gorgeous views, or take time...
🏖️Beautiful Ocean View | Updated | WIFI Included | vrKCV
vrKCV - Casa de Emdeko 216, Professionally Managed by Kona Coast VacationsEnjoy stunning ocean views from the private lanai of Casa 216! This 2nd floor condo is the 4th unit from ocean front! The covered lanai is the perfect place to watch whales and spinner dolphins,...